Top Remote Senior Level Sales Leadership Jobs in Boston, MA

Lead the North America services go-to-market as the sales-facing professional services leader. Drive services positioning and attach rates, manage escalations, ensure high-quality value delivery, oversee at‑risk renewals, and represent PS in QBRs. Coach and develop teams, partner with sales on complex deals, and translate systemic issues into actionable improvement plans tied to commercial outcomes.

Lead a 70+ person inside sales organization, owning strategy and execution for new sales, renewals, and win-backs. Drive revenue targets, forecasting, analytics-driven process improvement, cross-functional campaigns, tooling/automation with Technology, and talent development to scale a high-volume, short-cycle fintech sales operation.

Responsible for leading a sales team to develop and execute account strategies for Cloud Security, drive revenue growth, and manage relationships with major clients.

Lead and develop a team of eight Account Executives for the Commercial (Mid-Market) segment. Drive quota attainment, coaching, forecasting, pipeline accuracy in Salesforce, hiring and onboarding, cross-functional GTM execution, and streamline sales processes while occasionally acting as a player-coach in customer negotiations.

The Senior Director, Regional Sales is responsible for managing the sales team, driving revenue growth, meeting quotas, and collaborating with marketing and partners.

The Senior Director, Head of Scaled Sales will lead the development of a sales-assisted growth model, utilizing data-driven strategies and close collaboration with marketing and analytics to boost conversion and efficiency.

The Sales Director will drive customer acquisition for Liftoff, managing the sales lifecycle, client engagement, and collaborating with teams to ensure success. Responsibilities include pipeline management and exceeding revenue targets.

Lead and coach a remote team of 6-10 quota-carrying Enterprise/Mid-Market SaaS sales reps to exceed revenue targets. Own forecasting, performance management, sales process adoption (MEDDPICC), cross-functional alignment, customer engagement, event representation, change management, and adoption of AI to scale team impact.

Lead and scale a Corporate Account Executive team responsible for full-cycle mid-market B2B SaaS sales. Recruit, coach, and mentor AEs; drive pipeline generation, forecasting, and new logo ARR growth; partner cross-functionally with Marketing, RevOps, Enablement, Solutions Engineering, Product, and Customer Success; join client meetings for key deals; identify product gaps and report team performance and forecasts to leadership.

The Senior Director will lead Affirm's retail sales organization, ensuring strategic partnerships, managing teams, and driving revenue through key merchant relationships.